Billy Boston

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48:41

Shoplyfter – Emma Jade – Undress For The Dress

May 13, 2022

After trying to sneak away without paying for a sexy little black dress, Emma is confronted by Officer Billy. He’s quick to catch on to Emma’s games, and strips her down for a full search. When Emma admits that she didn’t have the money to pay for the stolen item, Officer Billy finds another way […]

45:10

Shoplyfter – Gianna Dior – I’ll Give You A Good Raise

September 3, 2022

Security officer Billy questions suspected thief Gianna in the backroom, but she is being uncooperative so Officer Billy steps out to review the security tapes. When he comes back, he notices that Gianna tried to hide the stolen items she had before so he submits her to a strip search which leads to a deep […]

55:02

Shoplyfter – Haley Spades – Blondie Gets Caught And Searched

May 27, 2021

When Haley Spades is brought to the backroom for suspected theft, it’s the perfect opportunity for Officer Jack Vegas to coach fellow Officer Billy Boston and teach him how to do a proper interrogation, pat-down and cavity search. Haley denies even stealing everything but Officer Vegas assures her that they caught her on camera and […]

40:06

Shoplyfter – Jane Rogers – Employees Only

April 30, 2022

Jane is a long-time employee notorious for her shoplifting antics, but the loss prevention officers have never been able to catch her in the act. When Billy finally catches the redhead red-handed, Jane’s luck runs out. Now, she’ll have to find a way to slink her way out of this sticky situation.

53:46

Shoplyfter – Jasmine Wilde And Aria Carson – The Accomplice

November 24, 2021

Loss prevention officer Billy Boston catches Aria Carson and Jasmine Wilde shoplifting. The cameras find that Aria pressured Jasmine into stealing in the first place. Now to save themselves from serious trouble, Aria and Jasmine will have to work together to get on Billy’s good side.

47:59

Shoplyfter – Kallie Taylor – Geek Thief Gets Even

8 months ago

When Kallie is caught shoplifting, loss prevention officer Billy Boston brings her to the back office for interrogation. The sweet, nerdy babe explains that she needed a dress for her big date with a football player. Billy looks at Kallie’s phone, recognizes the phone number from the guy as his daughter’s, and bursts her bubble […]

50:47

Shoplyfter – Lana Smalls – The Birthday Thief

August 5, 2022

Lana just wanted some new clothes for her birthday, but her plans are cut short by loss prevention officer Billy. He makes a deal with the birthday girl, and now if she wants to avoid serious trouble, she’ll have to do whatever he says.

43:55

Shoplyfter – Lyra Lockhart – The Recognizable Theif

September 30, 2021

Loss prevention officer Billy Boston catches Lyra Lockhart shoplifting. But when he recognizes her from the internet, he can’t help but cop a feel. Because she stole something valuable from the store, she’ll have to fuck her way out of getting in serious trouble with the law.

41:47

Shoplyfter – Penelope Woods – Freedom of Skeet

September 23, 2021

Penelope Woods is practicing her freedom of speech, but not so much at the right location, and Billy Boston isn’t having any of it. With her outcries undoubtedly endangering others, Billy Boston gives her one chance to make amends for her actions.

50:58

Shoplyfter – Samantha Reigns And Minxx Marley – Two Shadey Thieves

November 3, 2021

Minxx Marley and Samantha Reigns get busted attempting to steal multiple pairs of sunglasses from a small store. But loss prevention officer Billy Boston is there to stop them before they can make their escape. Determined to get out with no penalties, Minxx and Samantha attempt to hatch a scheme in private, only to find […]

48:21

Shoplyfter – Zerella Skies – The Collector

January 27, 2022

Zerella Skies may have a slight issue with collecting, or as loss prevention officer Billy Boston likes to call it, stealing. Once Zerella is busted, she’ll need to do whatever it takes to get out of this precarious situation.

45:34

ShoplyfterMylf – Athena Anderson – The Formula Thief

June 5, 2022

Security officer Billy Boston brings suspected thief Athena to the backroom for questioning. Billy confronts Athena, saying he can see the baby formula she’s trying to hide under her trench coat. Athena tries to deny everything but officer Billy submits her to a strip search and a deep cavity search, to make sure she’s not […]

40:45

ShoplyfterMylf – Blake Wilde – The Stuffed Bra

6 months ago

As Blake was leaving the store, the alarms went off. Officer Billy Boston took her into the backroom for a routine check and handcuffed her for security purposes. Blake tries to play innocent, but upon searching her, the security guard finds jewelry stuffed in her bra. Now Blake is begging to be let go without […]

40:31

ShoplyfterMylf – Charlie Valentine – Teacher Thief

September 30, 2022

Security officer Billy is questioning suspected thief Charlie in the backroom when he discovers that she’s his son’s teacher and was stealing supplies for her class. Charlie tries to reason with him but he insists on doing a strip search which turns into a deep cavity search. Turns out Billy is gonna be the one […]

49:37

ShoplyfterMylf – Coralyn Jewel – The Bail Call

December 4, 2021

After Coralyn Jewel is caught shoplifting, she makes a desperate call to her ex-husband, Jay Crew, to bail her from the security office. But loss prevention officer Billy Boston is not easy on her, and her ex-husband also has different plans for the thieving Coralyn. If she wants to get out without any serious consequences, […]

46:20

ShoplyfterMylf – Mandy Rhea – Klepto Stepmom

November 20, 2022

Mandy just got stopped by her stepson Billy, the mall security manager, after a shoplifting incident. Her stepmom begs him to let her go, but Billy needs to do the procedure for these cases. Soon enough, he finds article after article during the cavity search. Mandy admits she gets a kick out of shoplifting, hoping […]

45:15

ShoplyfterMylf – Sahara Skye – Stealing Won’t Save Your Marriage

7 months ago

Sahara’s marriage is going down the drain. Her husband barely touches her, they aren’t making a lot of money, and he might be cheating on her. Desperate, she decides to steal some sexy lingerie to try to seduce him. The problem is that Officer Billy Boston just caught her and he’s demanding some explanations on […]

35:59

ShoplyfterMylf – Sophia West – She’s A Good Person

October 10, 2022

Sophia claims to be a good mom and a good person who only wanted to look beautiful for her husband, but security officer Billy knows that a crime is a crime, and stealing that lingerie set is gonna cost Sophia significantly. After a strip search, she sits naked asking officer Billy to let her go, […]

44:39

ShoplyfterMylf – Tricia Oaks – Not So Holy Anymore

July 18, 2021

When Officer Billy Boston brings suspicious Mylf Tricia Oaks to the backroom after suspecting her of stealing merchandise, she swears that she’s no longer a thief now that she has found the Lord. Officer Boston doesn’t buy it and insists on performing a strip search, in which he finds stolen lipstick stashed inside her bra! […]

48:27

SisSwap – Haley Spades And Minxx Marley – Stepsisters Teenie Bikinis

August 2, 2021

When Billy Boston and Robby Echo are playing hookie they realize that their respective stepsisters Minxx Marley and Haley Spades are doing the same thing! The guys spy on the girls as they play in the pool and then while they’re taking a shower Minxx and Haley catch their stepbrothers sneaking a peek, so they […]

50:28

SisSwap – Mickey Violet And Charly Summer – The Rules Of The Game

June 5, 2022

Charly and Mickey are hogging the game console and won’t let Billy or Joshua play for even a second. To settle the score, the group of stepsiblings strikes up a deal, and whoever gets the highest score in the game receives the console for the rest of the day. After Billy and Joshua win by […]

34:54

TeamSkeetAllStars – Kylie Rocket – Tennis Star

March 23, 2022

Kylie Rocket is this month’s Team Skeet All-Star, so to recognize her career, we brought her in to celebrate big time. Watch Kylie get down and dirty with Billy Boston and reveal how she got her start in the adult entertainment business.

43:08

TinySis – Britt Blair – My Personal Slave

September 18, 2022

After Billy steals Britt’s gaming controller she sends her stepbrother some nude pictures and threatens to tell their parents that he put her up to it! In exchange for her silence Billy will now have to do anything that Britt says, including helping her reach tall places and doing her laundry. When she comes into […]

44:50

TinySis – Leana Lovings – What Dreams Are Made Of

January 11, 2022

Little hot cutie Leana Lovings keeps a diary where she writes down all her night fantasies. Her two latest ones include her big stepbrother Billy Boston, who takes care of her, protects her and of course, fills all her holes.

49:52

TinySis – Minxx Marley – Little And Baddie

March 22, 2022

Bratty little stepsister Minxx Marley can’t stop teasing her big stepbrother Billy Boston, who realizes that Minxx might be obsessed with his huge cock!

58:13

TinySis – Penelope Kay – Mastering The Craft

March 8, 2022

Sweet Penelope Kay can’t hold back her urges anymore. After getting caught masturbating, Billy Boston is willing to show her around the ropes to conquer the guy she wants. But when she gets rejected by him, Billy will need to step up his game and begin practicing to make the beautiful Penelope a master at […]

59:06

WildOnCam – Kiki Daire – Stripping Down And Fucking

July 2, 2019

Kiki D’Aire loves to show off her beautiful large tits in her tight and revealing red lingerie. Billy can not get enough of that pussy eating out Kiki every chance he gets; oh she tastes so sweet and those massive tits feel incredible in his grasp! Kiki sucks on his cock and uses her hitachi […]

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